10 Best Hotels in Highland, South Portland for 2026

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Highland hotels

A swimming pool with a stone wall and a window.

1. Best Western Merry Manor Inn

Highland

Amy

CA $188 total

includes taxes & fees

Nov 23 - Nov 24

A hotel room with a bed, a TV, a desk, and a view of a lighthouse through a mural.

2. Clarion Pointe South Portland

Thorton Heights, 1.7 km from Highland

Jim

CA $78 total

includes taxes & fees

Nov 29 - Nov 30

A modern hotel reception area with a curved desk, a digital display, and a view of the outside.

3. Tru by Hilton Portland Airport Area

4.7 km from Highland

Wenjing

CA $119 total

includes taxes & fees

Nov 23 - Nov 24

A modern hotel lobby with a central seating area, a reception desk, and a kitchen in the background.

4. Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

3.9 km from Highland

Caroline

CA $116 total

includes taxes & fees

Nov 18 - Nov 19

A hotel room with a bed, bedside table, TV, and a kitchenette in the background.

5. Holiday Inn Express Hotel & Suites South Portland by IHG

5.1 km from Highland

Colleen

CA $139 total

includes taxes & fees

Nov 29 - Nov 30

A Courtyard by Marriott hotel with a modern design, featuring a brick facade, multiple windows, and a covered entrance area.

6. Courtyard by Marriott Portland Airport

4.7 km from Highland

Julie

CA $145 total

includes taxes & fees

Nov 22 - Nov 23

A brick building with a sign reading "WAYPOINT" and outdoor seating with tables, chairs, and a fire pit.

7. Embassy Suites by Hilton Portland Maine

4.8 km from Highland

Robert

CA $184 total

includes taxes & fees

Nov 11 - Nov 12

A modern kitchen with a central island, bar stools, a flat-screen TV, and wine bottles on shelves.

8. Hilton Garden Inn Portland Airport

4.8 km from Highland

Thomas

CA $155 total

includes taxes & fees

Nov 25 - Nov 26

A modern hotel lobby with a seating area, tables, and a reception desk.

9. Home2 Suites by Hilton Portland Airport

4.9 km from Highland

Kartik

CA $122 total

includes taxes & fees

Nov 22 - Nov 23

A hotel room with two beds, a desk, and a large window with curtains.

10. Quality Inn & Suites South Portland

Sunset Park, 1.7 km from Highland

James

CA $113 total

includes taxes & fees

Nov 5 - Nov 6

A spacious living area with two blue armchairs, a small white table, and a large window with blinds.

11. Comfort Inn South Portland Airport

4.9 km from Highland

Christopher

CA $111 total

includes taxes & fees

Nov 29 - Nov 30

A poolside area with lounge chairs, a table with a bottle and sunglasses, and a potted plant.

12. DoubleTree by Hilton Hotel Portland

4.7 km from Highland

Masaya

CA $114 total

includes taxes & fees

Nov 23 - Nov 24

A hotel with a large entrance, stone pillars, and a sign reading "Homewood Suites Hilton".

13. Homewood Suites by Hilton Portland

4.7 km from Highland

Jin

CA $145 total

includes taxes & fees

Nov 22 - Nov 23

A modern lobby with a blue sofa, a fireplace, and a coffee station.

14. Fairfield by Marriott Inn & Suites Portland Maine Airport

5.1 km from Highland

Jo D

CA $119 total

includes taxes & fees

Nov 10 - Nov 11

A room with a fireplace, seating, a table, and a framed picture on the wall.

15. Long Creek Hotel by IHG

4.2 km from Highland

Amanda

CA $111 total

includes taxes & fees

Nov 29 - Nov 30

A modern outdoor seating area with a circular fire pit, surrounded by black wicker chairs and a covered patio.

16. TownePlace Suites by Marriott Portland Airport ME

4.9 km from Highland

Anthony

CA $157 total

includes taxes & fees

Nov 5 - Nov 6

17. LivAway Suites Portland-Scarborough

4.2 km from Highland

Francesca

CA $125 total

includes taxes & fees

Nov 29 - Nov 30

A lounge area with a stone fireplace, comfortable seating, and large windows.

18. Residence Inn by Marriott Portland Scarborough

5.4 km from Highland

Hassan

CA $143 total

includes taxes & fees

Nov 22 - Nov 23

A hotel room with a wooden desk, a chair, a TV mounted on the wall, and a bed in the adjacent room.

19. Spark by Hilton Portland Airport Maine Mall

4.8 km from Highland

Kimberly

CA $109 total

includes taxes & fees

Nov 11 - Nov 12

20. La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

5 km from Highland

Paula

CA $146 total

includes taxes & fees

Nov 5 - Nov 6

View all properties

Compare popular hotels in Highland

Property	Star rating	Guest rating
Best Western Merry Manor Inn	2.5 star property	9.0 Wonderful 1,262 reviews	View
Homewood Suites by Hilton Portland	3.0 star property	9.4 Exceptional 1,000 reviews	View
Embassy Suites by Hilton Portland Maine	3.5 star property	9.4 Exceptional 1,203 reviews	View
Tru by Hilton Portland Airport Area	3.0 star property	8.8 Excellent 1,783 reviews	View
Courtyard by Marriott Portland Airport	3.0 star property	9.0 Wonderful 1,001 reviews	View

Where to stay in Highland

Find the best Highland areas and neighborhoods for the activities you enjoy most. Learn more about Highland

A lighthouse on a rocky breakwater, a large building across the water, and a clear sky.

Willard Beach

If you're looking for some top things to see and do in Willard Beach and surrounding area, you can visit Willard Beach and Spring Point Ledge Lighthouse.

See properties

Ferry Village

While there might not be top attractions in Ferry Village, you can explore the larger area and discover places like Willard Beach and Casco Bay Lines Ferry Terminal.

See properties

A lighthouse, sailboats, and a cityscape with buildings and trees along the waterfront.

Meetinghouse Hill

While Meetinghouse Hill isn't home to many top sights, Willard Beach and Victoria Mansion are some notable places to visit nearby.

See properties

Two people sitting on a red bench outside a bakery with a sign that reads "Scratch Baking Co."

Willard

While Willard might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Willard Beach and Victoria Mansion.

See properties

Pleasantdale

Though Pleasantdale might not have many top sights, you can venture to the surrounding area to see attractions like Victoria Mansion and Portland Museum of Art.

See properties

Top Highland Hotel Reviews

Portland Harbor Hotel

10/10 Excellent

"Beautiful hotel and a convenient location!"

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

10/10 Excellent

"This is a great option for crashing after a late flight into PWM. The shuttle came right away after I got it and called, super clean and spacious room and nice breakfast bar in the morning. Would definitely go back!"

Best Western Merry Manor Inn

10/10 Excellent

"The rooms were clean and we enjoyed the hot tub and outdoor sitting area with a fire. The outdoor pool was warm and guests were swimming in it which was in late October. I used the exercise room during our stay which was great. Breakfast had a good amount of choices. We enjoyed our stay and the amenities available."

Ramada Plaza by Wyndham Portland

8/10 Good

"I was there for 2 nights and was told when I checked in housekeeping would not be cleaning my room but if I needed anything just ask. I was fine with that. Room was clean, bed was comfortable, and there was a fridge in the room. The shower head was adjustable for different water flows but the pressure made them all seem about the same. The shower covering over the old tub felt weird as there was some give to the floor as you moved around in the shower. The bathroom was clean and they provided facecloths as well as towels. There was a sink in the bathroom as well as one outside the bathroom door. Room had a balcony. I would definitely stay hear again for the combination location, affordability, cleanliness and friendliness of staff."

Frequently asked questions

What is Highland like?

Guests are sure to enjoy their time checking out all that South Portland's Highland neighborhood has to offer. Consider a visit to Casco Bay as part of your Highland travel plans.

What's a favorite place to stay in Highland?

Based on our traveler data, Best Western Merry Manor Inn is one of the top choices for your stay in Highland. This hotel offers free breakfast and an outdoor pool.

If I need to cancel my hotel reservation in Highland, will I receive a refund?

Yes! The majority of hotel room reservations are refundable provided that you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a non-refundable reservation, you might be able to cancel it and be given a refund within a 24-hour period of booking. Put your dates in and click on "Search", then you can filter by "fully refundable" to view top deals in Highland.

What are the top things to see and do in Highland?

Casco Bay is an attraction you might want to check out while you're in Highland. While you're out sightseeing in South Portland, be sure to visit other sights like Maine Military Museum or Thompson's Point.

Hotels in Highland, South Portland

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Highland hotels

1. Best Western Merry Manor Inn

2. Clarion Pointe South Portland

3. Tru by Hilton Portland Airport Area

4. Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

5. Holiday Inn Express Hotel & Suites South Portland by IHG

6. Courtyard by Marriott Portland Airport

7. Embassy Suites by Hilton Portland Maine

8. Hilton Garden Inn Portland Airport

9. Home2 Suites by Hilton Portland Airport

10. Quality Inn & Suites South Portland

11. Comfort Inn South Portland Airport

12. DoubleTree by Hilton Hotel Portland

13. Homewood Suites by Hilton Portland

14. Fairfield by Marriott Inn & Suites Portland Maine Airport

15. Long Creek Hotel by IHG

16. TownePlace Suites by Marriott Portland Airport ME

17. LivAway Suites Portland-Scarborough

18. Residence Inn by Marriott Portland Scarborough

19. Spark by Hilton Portland Airport Maine Mall

20. La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

Compare popular hotels in Highland

Where to stay in Highland

Willard Beach

Ferry Village

Meetinghouse Hill

Willard

Pleasantdale

Top Highland Hotel Reviews

Portland Harbor Hotel

Frequently asked questions